Ain't nobody expect Kanye to end up on top
They expected that College Dropout to drop and then flop

from Kanye West (Ft. Jessica Rivera) – Last Call Lyrics on Rap Genius

Meaning

No one expected The College Dropout to be the classic that it is. Using a double entendre, Kanye is also referring to the negative opinions on college droupouts, like himself. Many people believe that if you don’t finish college you won’t do anything worthwhile with your life.

Also notable that he rapped this line on the very album he’s saying won’t flop. Like Babe Ruth calling his shot.

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